Leonardo DiCaprio
Billy Costigan, a Boston police officer sent undercover to infiltrate a ruthless mob based on the real-life organization run by Whitey Bulger, can rest in peace knowing Leo finally won an Oscar 10 years later for The Revenant.
Matt Damon
This Boston boy didn't have to struggle with an accent as he played native son Colin Sullivan, a protegée of Jack Nicholson's Frank Costello, who becomes a cop so he can feed information to his crime family.
Ten years later, Damon's a larger-than-life movie star who tends to play the hero, as he did in The Martian and Jason Bourne, and a father of four daughters.
Jack Nicholson
Who knew then that the three-time Oscar winner was going to start taking it easy after playing vicious mob boss Frank Costello? Nicholson continued on as a courtside fixture at Lakers games, but he's only made two films (well, three if you count the Joaquin Phoenix performance-art documentary) since The Departed—though the 2007 Oscar winner for Best Picture, which finally scored Martin Scorsese his long-deserved Best Director win, was one for the books.
Vera Farmiga
Torn between Damon and DiCaprio as an ethically compromised police psychiatrist 10 years ago, more recently Farmiga has been banishing demons in The Conjuring and its hit sequel and doing a great job mothering Norman Bates in A&E's Bates Motel.
Mark Wahlberg
Another native Bostonian, the Deep Water Horizon star scored his first Oscar nomination for playing the discerning Staff Sergeant Dignam, the ultimate exacter of revenge. A father of two in 2006, he's now a father of four.
Alec Baldwin
The ever alert Capt. Ellerby, head of the Special Investigations Unit, was at least trying to unearth the mole in his department. No big deal, he went on to win two Emmys and seven SAG Awards for playing self-assured network exec Jack Donaghy on 30 Rock and his comedic chops continue to be called upon, most recently in the form of his spot-on impersonation of Donald Trump on Saturday Night Live.
Martin Sheen
Fresh from serving two terms as president on The West Wing, Captain Queenan unforgettably risked his life to save Leo's. At least in real life the veteran star has been at it—both onscreen and politically—ever since, starring most recently in Netflix's Grace and Frankie and shooting Rules Don't Apply with director Warren Beatty.
Anthony Anderson
The ill-fated Trooper Brown has gone on to much better things, including Emmy nominations for the critically acclaimed hit sitcom Black-ish.